Applied Systems Executive and Leadership Team

October, 2026

Leadership Overview

Applied Systems has 6 executives leading key functions including corporate strategy, technology development, marketing, revenue generation, specialized product innovation, and organizational leadership.

Focused on delivering cloud-based insurance software, Applied Systems empowers global agencies and brokerages through advanced management systems that drive operational efficiency and digital transformation across international markets.

Leadership Roles at Applied Systems

  • Chief Executive Officer - Taylor Rhodes
  • President & Founder - Henry Orejuela
  • Chief Technology Officer - Keith Olson
  • Chief Marketing Officer - Courtney Rains
  • Chief Revenue Officer - Joshua Glover
  • Chief Technology Officer, Planck - Amir Cohen
  • Taylor Rhodes - Chief Executive Officer

    Taylor Rhodes, the Chief Executive Officer at Applied Systems, directs the overarching corporate strategy and long-term vision for the organization. Overseeing global operations across the United States, Canada, and Europe, the Chief Executive Officer ensures the alignment of product development with the evolving needs of the insurance industry. This leadership role involves managing high-level stakeholder relationships and driving sustainable growth through cloud-based innovation. By fostering a culture of excellence, Taylor Rhodes maintains the competitive edge of the firm within the complex financial software landscape. The Chief Executive Officer prioritizes the expansion of market reach while optimizing internal processes to support brokerage management systems. Through consistent focus on scalability and customer success, Rhodes secures the position of the company as a premier provider of insurance technology solutions on a global scale.
    Taylor Rhodes

    Henry Orejuela - President & Founder

    Henry Orejuela, the President & Founder at Applied Systems, directs the foundational mission and long-term strategic evolution of the organization. Overseeing the preservation of the corporate culture and the pursuit of industry-leading innovation, the President & Founder ensures the company remains at the forefront of the insurance software market. This leadership role involves guiding the executive team through complex market shifts and maintaining the focus on customer-centric solutions. By providing historical context and strategic continuity, Henry Orejuela supports the expansion of operations across the United States, Canada, and Europe. The President & Founder collaborates with the Board to define the future trajectory of the firm. Through consistent dedication to the core values established at the inception of the business, Orejuela ensures the sustained relevance and growth of the cloud-based software platform.

    Keith Olson - Chief Technology Officer

    Keith Olson, the Chief Technology Officer at Applied Systems, architects the technical roadmap and cloud infrastructure supporting the core insurance software suite. Managing the engineering teams, the Chief Technology Officer drives the development of scalable agency management systems that serve clients throughout North America and international markets. This role involves integrating advanced security protocols and ensuring the reliability of digital platforms for insurance brokerages. By overseeing the transition to modern cloud architectures, Keith Olson enhances the performance and accessibility of software tools for global users. The Chief Technology Officer collaborates with product leaders to implement cutting-edge features that address industry-specific challenges. Through rigorous technical oversight, Olson ensures the stability and innovation of the entire software ecosystem, directly impacting the operational efficiency of thousands of insurance professionals worldwide.
    Keith Olson

    Courtney Rains - Chief Marketing Officer

    Courtney Rains, the Chief Marketing Officer at Applied Systems, directs global brand strategy and market positioning for the insurance software portfolio. Overseeing demand generation and corporate communications, the Chief Marketing Officer ensures consistent messaging across the United States, Canada, and European markets. This leadership role involves analyzing market trends to identify growth opportunities for agency and brokerage management systems. By executing data-driven campaigns, Courtney Rains expands the visibility of the company within the competitive financial technology sector. The Chief Marketing Officer collaborates with sales leadership to align marketing initiatives with revenue targets and customer acquisition goals. Through strategic brand management, Rains strengthens the reputation of the firm as a leader in cloud-based insurance solutions. This focus on market engagement drives the adoption of new software features among existing and prospective clients.

    Joshua Glover - Chief Revenue Officer

    Joshua Glover, the Chief Revenue Officer at Applied Systems, directs all global sales initiatives and revenue-generating activities for the insurance software business. Overseeing the enterprise sales teams, the Chief Revenue Officer ensures alignment with corporate growth targets across North American and international territories. This leadership role involves expanding market share through strategic partnerships and direct engagement with insurance brokerages. By optimizing the sales funnel and customer retention strategies, Joshua Glover directly impacts the financial performance of the company. The Chief Revenue Officer collaborates with product and marketing teams to tailor solutions to specific regional requirements. Through the implementation of scalable sales processes, Glover secures long-term financial stability and market dominance. This focus on revenue excellence supports the continued investment in cloud-based technology that defines the core business model.
    Joshua Glover

    Amir Cohen - Chief Technology Officer, Planck

    Amir Cohen, the Chief Technology Officer, Planck at Applied Systems, directs the specialized data analytics and artificial intelligence initiatives integrated into the insurance software ecosystem. Overseeing the technical development of the Planck platform, the Chief Technology Officer, Planck ensures the delivery of actionable insights for insurance carriers and brokerages. This role involves leveraging machine learning to automate risk assessment and data processing across global markets. By architecting advanced data models, Amir Cohen enhances the value proposition of the broader software suite. The Chief Technology Officer, Planck collaborates with the engineering department to ensure seamless integration of AI capabilities into existing management systems. Through continuous innovation in data science, Cohen drives the modernization of insurance workflows. This technical leadership supports the commitment of the company to providing sophisticated, data-driven tools for the insurance industry.

    Explore Leadership Teams in Financial Software

    Frequently Asked Questions Regarding Applied Systems Top Executives and Leadership Team

    Who leads Applied Systems?
    Applied Systems is led by Taylor Rhodes (Chief Executive Officer), along with executives such as Henry Orejuela (President & Founder) and Keith Olson (Chief Technology Officer).
    Who is part of Applied Systems’s executive team?
    The executive team of Applied Systems includes leaders such as Taylor Rhodes (Chief Executive Officer), Henry Orejuela (President & Founder), Keith Olson (Chief Technology Officer) and other senior executives.
    How many executives does Applied Systems have?
    Applied Systems has 6 executives leading key business areas.
    What roles are included in Applied Systems’s leadership team?
    The leadership team of Applied Systems includes roles such as Chief Executive Officer, President & Founder, Chief Technology Officer, Chief Marketing Officer, Chief Revenue Officer.